Abstract
The structure of the most optimal acidic ionic liquids for the tetraphenylporphyrin synthesis was investigated, focusing on the cationic structure of ionic liquids. The investigation in [[Formula: see text]im][CF3CO2] ([Formula: see text]=1-12) with different lengths of alkyl groups at the N(1) position of imidazolium showed that the highest yield of tetraphenylporphyrin (20%) was obtained when the alkyl chain length was C8, which indicated that [HC8im][CF3CO2] is the optimal ionic liquid for the tetraphenylporphyrin synthesis. In addition, we also investigated the influence of electron-withdrawing and electron-donating substituents at the C(2), C(4), and C(5) positions of the imidazolium cation of the acidic ionic liquids on the synthesis of tetraphenylporphyrins. The highest tetraphenylporphyrin yields were obtained in [HC8mim][CF3CO2], which suggested that the imidazolium cation with an octyl group at the N(1) position and a methyl group at the C(2) position was the optimal structure.
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